生物素-PEG4-炔 | 1262681-31-1

• 物质功能分类: 生物化工 - 生化试剂
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 中文名称: 生物素-PEG4-炔
• 英文名称: propargyl-PEG4-Biotin
• 英文别名: biotin-PEG4-alkyne；propargyl-PEG4-Biotinn；5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethyl]pentanamide
• CAS: 1262681-31-1
• 化学式: C₂₁H₃₅N₃O₆S
• 分子量: 457.591
• InChiKey: SKMJWNZZFUDLKQ-BJLQDIEVSA-N

物化性质

• 熔点：
  55-64 °C
• 沸点：
  707.1±60.0 °C(Predicted)
• 密度：
  1.158±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  31
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  132
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  生物素-PEG4-炔 、 在 copper(II) sulfate 、 sodium ascorbate 、 三(3-羟丙基三唑甲基)胺 作用下， 以 水 为溶剂， 以80 %的产率得到
  参考文献：
  名称：

  一种灵敏且可逆的标记策略可实现细胞表面核心-岩藻糖基化糖蛋白组的全局定位

  摘要：

  可以通过可逆标记策略选择性地探测位于细胞表面的核心岩藻糖基化糖蛋白，从而实现核心岩藻糖基化糖蛋白组的全局定位。

  DOI：

  10.1002/anie.202206802
• 作为产物：
  描述：

  丙炔基-四聚乙二醇 在 偶氮二甲酸二异丙酯 、 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 生物素-PEG4-炔
  参考文献：
  名称：

  In vivo programming of endogenous antibodies via oral administration of adaptor ligands

  摘要：

  Vaccination is a reliable method of prophylaxis and a crucial measure for public health. However, the majority of vaccines cannot be administered orally due to their degradation in the harsh gut environment or inability to cross the GI tract. In this study, we report the first proof-of-concept study of orally producible chemically programmed antibodies via specific conjugation of adaptor ligands to endogenous antibodies, in vivo. Pre-immuniztion with 2,4-dinitrophenyl (DNP), or the reactive hapten, 1,3-diketone (DK), or a novel reactive hapten, vinyl sulfone (VS) in mice, followed by oral administration of adaptor ligands composed of the hapten and biotin to the pre-immunized mice resulted in successful in vivo formation of the biotin-hapten-antibody complexes within 2 h. Pharmacokinetic evaluations revealed that apparent serum concentrations of programmed antibodies were up to 144 nM and that the serum half-lives reached up to 34.4 h. These findings show promise for the future development of orally bioavailable drug-hapten-antibody complexes as a strategy to quickly and easily modulate immune targets for aggressive pathogens as well as cancer. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2017.09.010

文献信息

• Synthesis and Antiproliferative Activities of <scp>OSW</scp> ‐1 Analogues Bearing 2”‐ <scp> <i>O</i> ‐ <i>p</i> ‐Acylaminobenzoyl </scp> Residues ^†
  作者：Lijun Sun、Di Zhu、Laura Olde Groote Beverborg、Ruina Wang、Yongjun Dang、Mingming Ma、Wei Li、Biao Yu

  DOI：10.1002/cjoc.202000110

  日期：2020.10

  OSW‐1 is a well‐known natural saponin with potent antitumor activities. We have designed and prepared a small library of 22 OSW‐1 analogues with a variety of p‐acylamino‐benzoyl groups installed at C2” of the xylose residue, wherein a regioselective (1→3)‐glycosylation of arabinoside 3,4‐diol has been achieved by manipulation of the protecting groups on the imidate donors. Bioassays lead to new structure‐activity

  OSW-1是众所周知的天然皂苷，具有强大的抗肿瘤活性。我们设计并制备了一个小数据库，包含22个OSW-1类似物，在木糖残基的C2”处安装了各种对酰基氨基苯甲酰基，其中阿拉伯糖苷3,4-二醇的区域选择性（1→3）-糖基化通过操纵亚氨酸酯供体上的保护基已达到目的。生物测定法导致了新的结构-活性关系以及两种适用的荧光探针，这些探针位于HeLa细胞中的溶酶体中，可用于进一步研究活细胞中OSW-1的抗肿瘤机制。
• [EN] KETONE INHIBITORS OF LYSINE GINGIPAIN<br/>[FR] INHIBITEURS CÉTONE DE LYSINE GINGIPAÏNE
  申请人：CORTEXYME INC

  公开号：WO2018053353A1

  公开（公告）日：2018-03-22

  The present invention provides compounds according to Formula (I) as described herein, and their use for inhibiting the lysine gingipain protease (Kgp) from the bacterium Porphyromonas gingivalis. Also described are gingipain activity probe compounds and methods for assaying gingipain activity are also described, as well as methods for the treatment of disorders associated with P. gingivalis infection, including brain disorders such as Alzheimer's disease.

  本发明提供了如下式（I）所述的化合物，以及它们用于抑制牙龈假单胞菌（Porphyromonas gingivalis）的赖氨酸基因底物蛋白酶（Kgp）的用途。还描述了牙龈蛋白酶活性探针化合物和测定牙龈蛋白酶活性的方法，以及用于治疗与牙龈假单胞菌感染相关的疾病的方法，包括阿尔茨海默病等脑部疾病。
• Azido‐Desferrioxamine Siderophores as Functional Click‐Chemistry Probes Generated in Culture upon Adding a Diazo‐Transfer Reagent
  作者：Michael P. Gotsbacher、Rachel Codd

  DOI：10.1002/cbic.201900661

  日期：2020.5.15

  azide groups to enable downstream click chemistry. Initial studies trialed a precursor-directed biosynthesis (PDB) approach. Supplementing Streptomyces pilosus culture with blunt-end azido/amine non-native substrates designed to replace 1,5-diaminopentane as the native diamine substrate in the terminal amine position of DFOB did not produce azido-DFOB. Addition of the diazo-transfer reagent imidazole-1-sulfonyl

  这项工作旨在进行细菌去铁氧胺（DFO）铁载体的端胺基团（包括去铁胺B（DFOB））的原位转化为叠氮基团的操作，以实现下游点击化学反应。最初的研究试用了前驱体定向生物合成（PDB）方法。用钝端叠氮基/胺非天然底物补充毛链霉菌培养物以取代1,5-二氨基戊烷作为DFOB末端胺位置的天然二胺底物不会产生叠氮基-DFOB。将重氮转移试剂咪唑-1-磺酰叠氮化硫酸氢盐添加到已在1,4-二氨基丁烷存在下培养的废毕赤酵母培养基中，作为可行的天然底物以扩展天然DFO型铁载体的套件，成功生成了相关的azido-DFO类似物套件。这种最少加工的混合物与适当的带有炔烃的生物素试剂之间的CuI介导的或菌株促进的CuI无点击化学反应产生了相关的1,4-二取代的三唑连接的DFO-生物素化合物作为潜在的分子探针，检测为FeIII负载的物种。通过直接添加重氮转移试剂以传递功能性点击化学试剂，将复杂混合物中的含胺天然产物进行胺
• MICROBIAL GLYCANS AS A TARGET OF HUMAN INTELECTIN
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20160131649A1

  公开（公告）日：2016-05-12

  The present disclosure provides for methods of diagnosing and treating bacterial infections. Human Intelectin 1 (hIntL-1) has been shown to bind selectively to glycan components on bacteria including Streptococcus pneumonia, Proteus mirabilis, Proteus vulgaris, Klebsiella pneumonia and Yersinia pestis . This interaction can be targeted to identify, purify and therapeutically target such organisms.

  本公开提供了一种诊断和治疗细菌感染的方法。已经证明人类Intelectin 1（hIntL-1）选择性地结合细菌的糖基组分，包括肺炎链球菌、奇异变形杆菌、普通变形杆菌、肺炎克雷伯菌和鼠疫耶尔森氏菌。这种相互作用可以被用来识别、纯化和治疗这些细菌。
• Linking applicatory functions to the 3-position of pyrrole by click chemistry
  作者：Sebastian Karsten、Alexandrina Nan、Jürgen Liebscher

  DOI：10.3998/ark.5550190.0013.918

  日期：——

  developed to tether recognition functions to a side chain in position 3 of pyrroles via triazole linkage. The products are precursors for functionalized polypyrroles, e. g. for coating magnetic nanoparticles or selective electrodes. A pyrrole with an azido function located at the terminus of a side chain in position 3 was submitted to coppercatalyzed Meldal-Sharpless click reaction with alkynes bearing

  开发了一种直接且可靠的方法，通过三唑键将识别功能连接到吡咯的 3 位侧链。该产品是功能化聚吡咯的前体，例如用于涂覆磁性纳米颗粒或选择性电极。将位于 3 位侧链末端的具有叠氮基功能的吡咯与带有生物素、次氮基三乙酸或含 RGD 的环五肽的炔烃进行铜催化的 Meldal-Sharpless 点击反应。后者为